Destinations
Find the right trip for your people
Explore destination ideas for family vacations, reunions, and group getaways with calm guidance from Jerry Tubbs. From easy all-inclusive favorites in Mexico and the Caribbean to future adventures still on the horizon, this page is built to spark ideas and help you plan with confidence.
Where to go
Start with three inspiring paths
Whether you want a tried-and-true all-inclusive escape or you are dreaming about what comes next, these destination categories make it easy to begin.
Travel inspiration
Choose by trip style
Some travelers know the region they want. Others just know how they want the trip to feel. This page is designed for both, so you can start with the experience first and narrow down the destination second.
Easy all-inclusive planning
Ideal for travelers who want one place to stay, simple budgeting, and less day-to-day decision-making once the trip begins.
Family-friendly escapes
Look for destinations with swimmable beaches, kid-friendly pools, spacious resort layouts, and activities that work across ages.
Group-ready resorts
For reunions and group trips, the best destinations offer room variety, shared gathering spaces, and enough flexibility for different travel styles.
Room to grow
The destination mix can expand over time, giving returning visitors new ideas without losing the calm, supportive planning approach they already trust.
Picture the kind of getaway you want
From beach days with the kids to poolside downtime with your group, the right destination starts with the feeling you want your trip to create.
